So there aren't a whole lot of mappers on my side of the pond (the Atlantic). This makes sense - the OSM project started in Europe and has had to gain acceptance in the North American landscape against Google Maps. The lack of mappers in general makes it such that there are not a lot of examples of people handling some of the more unique architecture that this continent sports.
For example, there is very little markings within OSM specifically for laying out trails meant primarily for offroad vehicles - Quads, trikes, etc. The closest times are footpaths with a flag for motor vehicles, though that might tend to imply that this is a road that allows cars to pass, which is not accurate. Looking around the continent, I don't see a lot of these marked and ones that are marked are not done in a manner that provides the user a great deal of information.
The same case falls for the treatment of the local land zoning. Municipalities in my areas zone land between Industrial, Commercial, and Residential use with a fourth option being held for Government facilities. This is not unlike the rest of the world, of course, but I find it odd to mark the use of the land itself, but not mark the boundaries of a particular property within that land area. The reason I find that odd is that, should the use of the land as private parcels be marked (as would seem to be reasonable) the Land Use tag will be basically covered in. So I am left with the question as to what is the best method of breaking down the use of the land and marking the plots themselves.
Fortunately, the OSM project is open enough that I can do several experiments to determine what is the best and most effective method of doing this. In that case, I have been marking some of the local residential properties in my area to test which method will provide more information to the users. I will likely document my findings in a further diary entry - for my own benefit and for others. Besides, a good clear explanation can provide one with a defensible position in terms of rationale - which is the mark of a good process, that of an audit trail.